Family Friendly Villa Collection

Family Friendly Villa Collection

We want to make your family villa vacation as comfortable as possible. Our villa specialists have handpicked properties that are particularly accommodating for families with young children. They can offer detailed insights into each property, including specifics about swimming pool depth, secure fencing, and other child-friendly features like playgrounds, kid's clubs, and babysitting services. We can help you find the perfect family-friendly property for your vacation.

Sandy Beaches Villa

5 Bedrooms
5 Bathrooms
Turks and Caicos, Providenciales, Long Bay
  • From $1,256 to $2,143 per night
  • Beachfront
  • Pool
  • AC
Details
4 BR rate.

Palm Beach Villa

5 Bedrooms
5 Bathrooms
St. Barts, Lorient
  • From $3,571 to $11,400 per night
  • Near Beach
  • AC
Details

Grace Bay Club Estate Five Bedroom Beach Level Pool Residence

5 Bedrooms
4+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $4,760 to $15,000 per night
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details

Seascape

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $5,350 to $13,700 per night
  • Beachfront
  • Pool
  • AC
Details

Portofino

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $5,900 to $15,900 per night
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details

Mango Manor

5 Bedrooms
5 Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,679 to $3,000 per night
  • Pool
  • AC
Details

Casa Bougainvillea Villa

5 Bedrooms
4 Bathrooms
St. Thomas, USVI
  • From $1,200 to $1,200 per night
  • Beachfront
  • Pool
  • AC
Details

Aquamare Villa 1

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $3,909 to $12,000 per night
  • Beachfront
  • Pool
  • AC
Details

Melissa Villa

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,350 to $1,995 per night
  • Near Beach
  • Pool
  • AC
Details

The Beach House

5 Bedrooms
3+ Bathrooms
St. Thomas, USVI
  • From $750 to $1,035 per night
  • Beachfront
  • AC
Details

Aprés Sea

5 Bedrooms
5+ Bathrooms
St. John, Rendezvous Bay
  • From $1,999 to $2,928 per night
  • Pool
  • AC
Details

Lantano Villa

5 Bedrooms
5+ Bathrooms
St. John, Peter Bay
  • From $2,071 to $3,500 per night
  • Pool
  • AC
Details
3, 4 BR rates.

Kalorama Villa

5 Bedrooms
4+ Bathrooms
St. John, Virgin Grand Estates
  • From $960 to $1,800 per night
  • Pool
  • AC
Details

Mermaid Falls Villa

5 Bedrooms
5+ Bathrooms
St. John, Peter Bay
  • From $2,357 to $3,714 per night
  • Pool
  • AC
Details

The Villa at the St. James

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,500 to $4,300 per night
  • Beachfront
  • Pool
  • AC
Details
4 BR rate.

Bajan Heights

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,500 to $5,150 per night
  • Pool
  • AC
Details

Casuarina House

5 Bedrooms
5+ Bathrooms
Barbados
  • From $1,350 to $3,000 per night
  • Pool
  • AC
Details

Firefly Villa Sugar Hill

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,150 to $2,850 per night
  • Pool
  • AC
  • Resort Villa
Details

Still Fathoms

5 Bedrooms
5+ Bathrooms
Barbados
  • From $1,500 to $4,200 per night
  • Beachfront
  • Pool
  • AC
Details

Blue Diamond Villa at Altamer

5 Bedrooms
7 Bathrooms
Anguilla
  • From $3,450 to $15,000 per night
  • Beachfront
  • Pool
  • AC
Details

Twin Palms Villas

5 Bedrooms
5+ Bathrooms
Anguilla
  • From $1,500 to $4,410 per night
  • Near Beach
  • Pool
  • AC
Details

Hesperides House

5 Bedrooms
5 Bathrooms
Turks and Caicos, Providenciales, Taylor Bay-Sapodilla Bay
  • From $2,143 to $5,714 per night
  • Pool
  • AC
Details

Mirabelle

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Taylor Bay-Sapodilla Bay
  • From $1,857 to $4,286 per night
  • Beachfront
  • Pool
  • AC
Details

Paprika Villa

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $1,800 to $6,571 per night
  • Beachfront
  • Pool
  • AC
Details
3 BR rate.

La Danse Des Etoiles Villa

5 Bedrooms
6 Bathrooms
St. Barts, Pointe Milou
  • From $4,143 to $15,714 per night
  • Pool
  • AC
Details

BOM Villa

5 Bedrooms
5 Bathrooms
St. Barts, Saint Jean
  • From $11,822 to $32,984 per night
  • Beachfront
  • Pool
  • AC
Details
3, 4 BR rates.

Ridgemont House

5 Bedrooms
6 Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,250 to $2,875 per night
  • Pool
  • AC
Details

Raku

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $2,300 to $5,000 per night
  • Pool
  • AC
Details

M & M Cooper

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,500 to $2,850 per night
  • Pool
  • AC
Details
3, 4 BR rates.

Aja Villa

5 Bedrooms
5 Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,050 to $2,650 per night
  • Near Beach
  • AC
Details